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2026 Hot Tub Breaks in Bournemouth, Poole, Weymouth, Lyme Regis & More!

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Portland Holiday Cottages

Our curated collection of Portland cottages has something for everyone... Whether you're idea of a great holiday is a modern glamping pod, or a rustic thatched cottage that's a hundred years old, we've got you covered! Each of our rentals features a private hot tub and everything you need for your next family holiday, romantic retreat or that getaway with a group of friends. Discover find your perfect Portland holiday home today.

Visitor Rating
Rating
3.8

Pebble Reef

Hot Tub
Sleeps 6
Bedrooms: 3
  • Private hot tub with sea views
  • Direct access to Chesil Beach
  • Sleeps six across three bedrooms
  • Jurassic Coast World Heritage location
  • Modern lodge with panoramic windows
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Visitor Rating
Rating
4.7

Milton Manor

287 miles from Portland
Hot Tub
Sleeps 33
Pets 1
Bedrooms: 14
  • Sleeps 33 across 14 bedrooms
  • Every bedroom has own bathroom
  • Hot tub in beautiful grounds
  • Games room with pool and football
  • Enormous table seats everyone together
  • Two ground floor accessible bedrooms
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Visitor Rating
Rating
4.9

Hillside Cottage

290 miles from Portland
Hot Tub
Sleeps 10
Pets 1
Bedrooms: 5
  • Wood-fired hot tub with valley views
  • Sleeps 10 across five bedrooms
  • Two wood burners and dishwashers
  • Direct access to walking trails
  • Five minutes from Shaftesbury town
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Kestrels Cottage Berwick St John

Dorset »
290 miles from Portland
Hot Tub
Sleeps 6
Pets 1
Bedrooms: 3
  • Hot tub with countryside views
  • Single level with downstairs bedrooms
  • Private parking for four cars
  • Dark Skies Reserve stargazing location
  • Open fire and spacious garden
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Visitor Rating
Rating
4.9

No 1 Curwens

292 miles from Portland
Hot Tub
Sleeps 2
Pets 1
Bedrooms: 1
  • Wood-fired hot tub
  • Stunning countryside views
  • Private terrace with BBQ
  • King-size bed with luxury linens
  • Dog-friendly accommodation
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Visitor Rating
Rating
5

No 2 Curwens

292 miles from Portland
Hot Tub
Sleeps 6
Pets 1
Bedrooms: 3
  • Private wood-fired hot tub
  • Footpaths from the door
  • Games barn with table tennis
  • Dog-friendly enclosed garden
  • High-quality interior with log burner
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Visitor Rating
Rating
4.9

Dukums House

292 miles from Portland
Hot Tub
Sleeps 8
Bedrooms: 4
  • Stunning countryside views
  • Wood-fired hot tub
  • Spacious open-plan living
  • Four comfortable bedrooms
  • Games barn for family fun
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Visitor Rating
Rating
4.9

Gallinae

292 miles from Portland
Hot Tub
Sleeps 8
Bedrooms: 4
  • Wood-fired hot tub with countryside views
  • Walks from the doorstep
  • Fully equipped kitchen with three fridges
  • Games barn with table tennis
  • Cosy wood burner for winter evenings
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Japanese Pagoda

293 miles from Portland
Hot Tub
Sleeps 2
Bedrooms: 1
  • Private wood-fired hot tub included
  • En-suite sauna in bedroom
  • Japanese water gardens with Koi carp
  • 7,000-acre historic estate setting
  • One-of-a-kind Eastern-inspired design
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Visitor Rating
Rating
5

Greenstones

293 miles from Portland
Hot Tub
Sleeps 8
Pets 1
Bedrooms: 4
  • Private hot tub for six
  • Two cosy wood burners
  • Spacious rooms for eight guests
  • Games room with football table
  • Enclosed garden for dogs
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Visitor Rating
Rating
4.8

The Stable House

294 miles from Portland
Hot Tub
Sleeps 8
Pets 1
Bedrooms: 4
  • Private hot tub with fairy lights
  • Enclosed garden for three dogs
  • Pool table and table tennis
  • Sleeps 8 in 4 bedrooms
  • Near Sherborne Abbey and castles
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Visitor Rating
Rating
4.9

The Gully

294 miles from Portland
Hot Tub
Sleeps 8
Pets 1
Bedrooms: 4
  • Hot tub in enclosed garden
  • Games room with pool table
  • Two ground-floor ensuite bedrooms
  • Woodburner in open-plan living
  • Walks from the front door
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Visitor Rating
Rating
4.9

The Cow Shed Saxon Maybank

297 miles from Portland
Hot Tub
Sleeps 4
Bedrooms: 2
  • Private hot tub with countryside views
  • Luxury bedrooms with smart TVs
  • Three bathrooms for ultimate convenience
  • Thoughtful welcome treats from hosts
  • Perfect base for exploring Dorset
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Visitor Rating
Rating
4.8

Stags Retreat Saxon Maybank

297 miles from Portland
Hot Tub
Sleeps 2
Bedrooms: 1
  • Private hot tub with countryside views
  • Luxury 5-star barn conversion
  • Super-king bed with en-suite
  • Welcome pack with wine
  • Two shower rooms
  • Peaceful gated location
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Visitor Rating
Rating
4.9

Swallows Nest

297 miles from Portland
Hot Tub
Sleeps 4
Pets 1
Bedrooms: 2
  • Private hot tub
  • Friendly alpacas nearby
  • Spotlessly clean modern interiors
  • Peaceful countryside location
  • Warm welcoming hosts
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Visitor Rating
Rating
5

Shires Rest

297 miles from Portland
Hot Tub
Sleeps 4
Pets 1
Bedrooms: 2
  • Private hot tub with countryside views
  • Friendly alpacas to watch
  • Immaculately clean barn conversion
  • Helpful on-site owners
  • Perfect base for Dorset exploration
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Visitor Rating
Rating
4.5

Tallet Barn West

298 miles from Portland
Hot Tub
Sleeps 4
Pets 1
Bedrooms: 2
  • Private hot tub with countryside views
  • Indoor tennis court access
  • Peaceful working farm location
  • Cosy wood burner for winter stays
  • Dark skies perfect for stargazing
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Visitor Rating
Rating
4

Tallet Barn East

298 miles from Portland
Hot Tub
Sleeps 4
Pets 1
Bedrooms: 2
  • Private hot tub with countryside views
  • Sleeps 4 in converted barn
  • Two dogs welcome
  • Wood burner and open-plan living
  • Near Wessex Ridgeway walking routes
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Visitor Rating
Rating
4.9

The Cow Stalls Old Boywood Farm

299 miles from Portland
Hot Tub
Sleeps 6
Bedrooms: 3
  • Wood-fired hot tub under stars
  • Private wildflower meadow
  • Three bedrooms with luxury bedding
  • Games room with table football
  • Peaceful smallholding location
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Visitor Rating
Rating
5

Frankham Farm

299 miles from Portland
Hot Tub
Sleeps 8
Pets 1
Bedrooms: 4
  • Luxury barn with hot tub
  • Games room with bar
  • Working organic farm tours
  • Flexible multi-generation accommodation
  • Dog-friendly with secure paddock
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Visitor Rating
Rating
4.9

The Coach House

300 miles from Portland
Hot Tub
Sleeps 2
Pets 1
Bedrooms: 1
  • Private hot tub
  • Peaceful village location
  • Welcome hamper included
  • Exceptionally clean accommodation
  • Dog-friendly with enclosed garden
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The Beehive

300 miles from Portland
Hot Tub
Sleeps 2
  • Private treehouse-style cottage
  • Hot tub with woodland views
  • 30 acres of countryside
  • 5 minutes from Blandford Forum
  • Close to Jurassic Coast
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The Victorian Manor

300 miles from Portland
Hot Tub
Sleeps 16
  • Heated outdoor pool
  • Hot tub for relaxation
  • Private tennis court
  • Games room with multiple activities
  • Eight bedrooms with nine bathrooms
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The Downwood

300 miles from Portland
Hot Tub
Sleeps 16
Pets 1
Bedrooms: 8
  • Heated swimming pool
  • 28 acres of woodland
  • Games room with snooker table
  • Private hot tub
  • Access to vineyard
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The Lodge at Leigh

301 miles from Portland
Hot Tub
Sleeps 4
  • Private hot tub and sauna
  • Designer Susie Watson interiors
  • Peaceful Dorset village location
  • Modern kitchen with induction hob
  • Enclosed garden with sun terrace
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Visitor Rating
Rating
4.3

The Olde Chapel School House

301 miles from Portland
Hot Tub
Sleeps 4
Bedrooms: 3
  • Hot tub with countryside views
  • Historic chapel with character
  • Direct access to walking trails
  • Dog-friendly with enclosed garden
  • Cosy wood burner for winter stays
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Visitor Rating
Rating
5

Threshing Barn

302 miles from Portland
Hot Tub
Sleeps 6
Pets 1
Bedrooms: 3
  • Spacious barn with quality furnishings
  • Private hot tub in enclosed garden
  • Super-fast WiFi throughout
  • Perfect location for exploring Dorset
  • Dog-friendly with dedicated exercise area
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Karmacations

303 miles from Portland
Hot Tub
Sleeps 2
Bedrooms: 1
  • Chemical-free hot tub freshly filled
  • Japanese gardens with traditional tea hut
  • Peaceful Dorset countryside meadows location
  • Bean-to-cup coffee machine included
  • One dog welcome on lead
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Visitor Rating
Rating
4.9

Napier Farmhouse

303 miles from Portland
Hot Tub
Sleeps 10
Pets 1
Bedrooms: 5
  • Private hot tub
  • Heated outdoor pool
  • Tennis court access
  • Multi-generation friendly
  • Beautiful gardens on doorstep
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Visitor Rating
Rating
4

The Bothy At Minterne House

303 miles from Portland
Hot Tub
Sleeps 6
Pets 1
Bedrooms: 3
  • Private hot tub
  • Daily exclusive pool access
  • Tennis court with equipment
  • Free Minterne Gardens entry
  • Three en-suite bedrooms
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Get More From Your Portland Hot Tub Cottage Break

Booking cottages with hot tubs in Portland gives you a unique base on this dramatic limestone peninsula jutting into the English Channel. You get the luxury of your own private hot tub combined with immediate access to some of Dorset's most spectacular coastal scenery. Portland's working quarries and maritime heritage create a landscape unlike anywhere else on the Jurassic Coast.

We think Portland is perfect for hot tub breaks because you can explore rugged clifftop walks and historic sites during the day before returning to soak under the stars. The peninsula offers everything from lighthouse visits to water sports and the views across Chesil Beach are genuinely breathtaking.

What to do on a family or couple's hot tub break in Portland

Portland has transformed from a working quarry island into one of Dorset's most fascinating destinations whilst keeping its authentic character. The famous Portland stone built St Paul's Cathedral and countless London landmarks. Today you'll find working harbours alongside Olympic sailing facilities and some of the best climbing and diving spots in southern England.

Whether you're booking a romantic retreat for 2 or planning large family getaways, Portland delivers. The compact peninsula means you're never more than ten minutes from your cottage with hot tub after a day's adventure.

Sightseeing in Portland

The peninsula rises to 151 metres at its highest point and offers panoramic views across Lyme Bay and the Fleet Lagoon. Portland Bill lighthouse stands sentinel at the southern tip where powerful tidal races create dramatic sea conditions. The abandoned quarries and inclines tell stories of the stone industry that shaped Britain's architectural heritage.

Top 5 attractions you have to see in Portland

From historic lighthouses to Olympic venues, Portland packs remarkable variety into just four square miles. These five attractions showcase why this unique peninsula deserves more than just a day visit.

Portland Bill Lighthouse

This iconic red and white striped lighthouse has guided ships since 1906 and you can climb its 153 steps for spectacular views. The visitor centre explains the fascinating history of Portland's three lighthouses. The surrounding area offers excellent rock pooling and you might spot dolphins or seals offshore.

Chesil Beach

This 18-mile shingle bank connects Portland to the mainland and ranks among Britain's most remarkable natural features. The pebbles grade from pea-sized at the western end to fist-sized near Portland. It's a world-famous fishing spot and the Fleet Lagoon behind it supports rare wildlife.

Portland Castle

Built by Henry VIII in 1539, this coastal fortress is one of the best-preserved examples of his defensive chain. The castle saw action in the English Civil War and both World Wars. Interactive displays bring 500 years of military history to life and the Tudor garden has been authentically recreated.

Tout Quarry Sculpture Park

This abandoned quarry has been transformed into an open-air gallery where sculptors carve directly into the rock face. Over 60 works blend seamlessly with the industrial landscape creating an otherworldly atmosphere. It's free to visit and the elevated position offers stunning coastal views.

Portland Museum

Housed in two thatched cottages dating from 1640, this museum tells Portland's unique story through maritime artefacts and quarrying tools. You'll learn about the island's distinct dialect and customs including the traditional ban on rabbits. The Marie Stopes collection documents the famous birth control pioneer who lived here.

Don't Miss These...

Attraction What you'll experience Best for
Portland Bill Lighthouse Climb the tower for panoramic views and explore maritime history Everyone
Chesil Beach Walk the famous shingle bank and discover unique coastal geology Couples
Portland Castle Explore Tudor fortifications and learn about 500 years of defence Families
Tout Quarry Sculpture Park Discover contemporary art carved into abandoned quarry faces Everyone
Portland Museum Uncover local history in atmospheric thatched cottages Couples

Visitor FAQs

How do I get to Portland?
Portland connects to Weymouth via the A354 causeway across Chesil Beach. Regular buses run from Weymouth station which has direct trains to London Waterloo. The peninsula is small enough to explore on foot or by bike once you arrive at your holiday cottages.

What family activities are available?
Families love rock pooling at Church Ope Cove and the adventure playground at Verne Common. The Underwater Centre offers snorkelling and diving experiences whilst Portland Marina has kayak rental. Many holiday homes and lodges are dog friendly so the whole family can enjoy clifftop walks together.

Where are the best romantic spots?
We recommend sunset at Portland Bill or a secluded picnic at Pulpit Rock. The coastal path offers isolated stretches perfect for romantic breaks. Book boutique cottages or a luxury log cabin with a jacuzzi for ultimate privacy.

Is there good shopping?
Portland focuses more on natural beauty than retail therapy but you'll find local crafts at Chesil Beach Centre. Nearby Weymouth offers high street shops and the historic harbour has independent boutiques. Stock up before heading to your self catering accommodation.

Are hot tub cottages suitable year-round?
Absolutely. We find hot tub stays particularly magical in winter when you can watch storms from your private hot tub. Last minute deals often appear for 1 night stays. New year on Portland offers dramatic seascapes without summer crowds. Many places to stay including fishing lodges and villas have swimming pool facilities too.

Portland combines dramatic coastal scenery with unique heritage making it ideal for cottage breaks. After exploring lighthouses and quarries you'll appreciate returning to secluded holiday lets with hot tub facilities. Whether you're after cheap cottages for hire or large cottages for groups, this remarkable peninsula rewards every visit with unforgettable experiences.

Fleets Corner Business Park, Nuffield Road, Poole, Dorset, BH17 0LA